(3aalpha,4alpha,7alpha,7aalpha)-Octahydro-4,7-methano-5H-inden-5-one

Base Information

• Chemical Name: (3aalpha,4alpha,7alpha,7aalpha)-Octahydro-4,7-methano-5H-inden-5-one
• CAS No.: 31351-12-9
• Molecular Formula: C10H14 O
• Molecular Weight: 150.221
• Hs Code.: 2914299000
• European Community (EC) Number: 250-578-5
• DSSTox Substance ID: DTXSID70185277
• Nikkaji Number: J269.328C
• Wikidata: Q83056287
• Mol file: 31351-12-9.mol

Synonyms:31351-12-9;(3aalpha,4alpha,7alpha,7aalpha)-Octahydro-4,7-methano-5H-inden-5-one;EINECS 250-578-5;DTXSID70185277

Chemical Property of (3aalpha,4alpha,7alpha,7aalpha)-Octahydro-4,7-methano-5H-inden-5-one

Chemical Property:

• Boiling Point: 234.9°Cat760mmHg
• Flash Point: 101.1°C
• PSA: 17.07000
• Density: 1.105g/cm³
• LogP: 2.01160
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 150.104465066
• Heavy Atom Count: 11
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2C(C1)C3CC2CC3=O
• Isomeric SMILES: C1C[C@H]2[C@@H](C1)[C@@H]3C[C@H]2CC3=O

Technology Process of (3aalpha,4alpha,7alpha,7aalpha)-Octahydro-4,7-methano-5H-inden-5-one

There total 19 articles about (3aalpha,4alpha,7alpha,7aalpha)-Octahydro-4,7-methano-5H-inden-5-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

(3aR*,4S*,5R*,7S*,7aR*)-2,3,3a,4,5,6,7,7a-octahydro-5-hydroxy-4,7-methano-1H-indene (10271-45-1,15904-95-7) → (3aR*,4S*,7S*,7aR*)-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-inden-5-one (31351-12-9)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 3h; Ambient temperature;

DOI:10.1021/jo00296a035

Reference yield: 74.0%

(3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene (2825-83-4) → (3aR*,4S*,7S*,7aR*)-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-inden-5-one (31351-12-9) + endo-tricyclo<5.2.1.02.6>decan-3-one (17364-68-0) + Bicyclo<5.2.1>decane-2,6-dione (87625-85-2) + Tricyclo[5.2.1.02,6]decan-2-ol (86594-77-6)

Guidance literature:

With ruthenium(IV) oxide; In tetrachloromethane; water; for 48h; Mechanism; Product distribution; other tricyclodecanes;

Reference yield: 2.5%

endo-5,6-Trimethylene-2-norborneanthione → (3aR*,4S*,7S*,7aR*)-2,3,3a,4,5,6,7,7a-octahydro-4,7-methano-1H-inden-5-one (31351-12-9) + Tetracyclo<3.2.2.1.02,9>nonane-2-thiol

Guidance literature:

In pentane; Ambient temperature; Irradiation;

DOI:10.1021/jp973360q

upstream raw materials:

tricyclo[5.2.1.0(2,6)]decenol

(3aR,4R,7S,7aS)-octahydro-1H-4,7-methanoindene

(3aR^*,4S^*,5R^*,7S^*,7aR^*)-2,3,3a,4,5,6,7,7a-octahydro-5-hydroxy-4,7-methano-1H-indene

endo-trimethylene-2-endo-norbornanol

Downstream raw materials:

2-phenyl-5,6-endo-trimethylene-2-endo-norbornanol

(1RS,2RS,6RS,7SR,8SR)-endo-tricyclo<5.2.1.0^2,6>deca-8-ol

(3aR,4S,7R,7aS)-Octahydro-4,7-methano-indene

(+/-)-5t-(4-nitro-benzoyloxy)-(3arH.7acH)-hexahydro-4c.7c-methano-indan